6-(Methoxymethoxy)indan-5-amine → N-[6-(methoxymethoxy)-2,3-dihydro-1H-inden-5-yl]-4-methyl-1,3-thiazole-2-sulfonamide

HRID 1879405노트

반응식

HRID 1879405 반응식
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:13]=[C:12]2[C:8]([CH2:9][CH2:10][CH2:11]2)=[CH:7][C:6]=1[NH2:14].[CH3:15][C:16]1[N:17]=[C:18]([S:21](Cl)(=[O:23])=[O:22])[S:19][CH:20]=1.COC(C)(C)C>N1C=CC=CC=1>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:13]=[C:12]2[C:8]([CH2:9][CH2:10][CH2:11]2)=[CH:7][C:6]=1[NH:14][S:21]([C:18]1[S:19][CH:20]=[C:16]([CH3:15])[N:17]=1)(=[O:23])=[O:22]

참가 물질

4

반응물 2

HCID 583985166-(Methoxymethoxy)indan-5-amineHCID 866565784-Methyl-1,3-thiazole-2-sulfonylchloride tert-butyl methyl ether

생성물 1

HCID 58398543N-[6-(methoxymethoxy)-2,3-dihydro-1H-inden-5-yl]-4-methyl-1,3-thiazole-2-sulfonamide

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

3.30 g of 6-(methoxymethoxy)indan-5-amine was dissolved in 33.0 mL of pyridine and 157 mL of a 0.54 M 4-methyl-1,3-thiazole-2-sulfonylchloride/tert-butyl methyl ether solution was added thereto, followed by stirring overnight at room temperature. The reaction liquid was concentrated under reduced pressure, to the residue were added water and ethyl acetate, and the insoluble materials were removed by filtration. After the filtrate was extracted with ethyl acetate, the organic layer was washed with water and saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=73:27 to 60:40) to obtain 4.79 g of N-[6-(methoxymethoxy)-2,3-dihydro-1H-inden-5-yl]-4-methyl-1,3-thiazole-2-sulfonamide.

후처리

  1. customThe reaction liquid
  2. concentrationwas concentrated under reduced pressure, to the residue
  3. additionwere added water and ethyl acetate
  4. customthe insoluble materials were removed by filtration
  5. extractionAfter the filtrate was extracted with ethyl acetate
  6. washthe organic layer was washed with water and saturated brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customThe solvent was evaporated
  9. customthe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=73:27 to 60:40)

출처 및 근거

ORD 기록
ord-5ff95aa92d3e4077ad2bbac258a73c6c
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08314240B2

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